FASHION

32 Jennifer Aniston Outfits That Will Never Go Out Of Style

She's the ultimate style icon.

Ever since Jennifer Aniston rose to fame in the 90s for her role as Rachel Green on Friends, she has been a style inspiration. Her down-to-earth persona is echoed in her street style, which is always on trend but paired back, with a casual and carefree element.

For big events like red carpets, Aniston elevates her style, stunning her fans in rich colours, tailored dresses and gowns from the designer labels the likes of Valentino, Chanel and Dolce & Gabbana.

A big fan of wearing black and glamorous Hollywood silhouettes, she’s been a trendsetter for decades, and shows no sign of dropping her ‘it-girl’ crown. So here, we take a walk down memory lane, looking at some of her most iconic looks and outfits of all time.   

2020s

jennifer-aniston-2023-murder-mystery-2-photo-call
2023: Jen attends a ‘Murder Mystery 2’ photo call in Paris. (Credit: Getty)
jennifer-aniston-murder-mystery-2-premiere
2023: Jennifer Aniston attends the ‘Murder Mystery 2’ premiere in Los Angeles. (Credit: Getty)
jennifer-aniston-2023-coat
2023: Jen wears a chic coat and heels in New York. (Credit: Getty)
jennifer-aniston-blue-dress-2021
2021: Ever the beach babe, Jen rocks a casual blue sun dress and strappy sandals, (Credit: Getty)
jennifer-aniston-sag-awards-2021
2020: Jen stuns at the SAG Awards in vintage white bias-cut gown, designed by John Galliano for Christian Dior. (Credit: Getty)
jennifer-aniston-golden-globes-2020
2020: Jen is the picture of elegance in custom Dior at the 2020 Golden Globes. (Credit: Getty)

2010s

jennifer-anniston
2017: Jen glowed in black at the Vanity Fair Oscar’s party. (Credit: Image: Getty)
Jennifer-aniston
2015: A rust pantsuit moment at the Critics’ Choice Movie Awards. (Credit: Image: Getty)
jennifer-aniston
2015: How stunning is this figure-hugging gown at the SAG awards? (Credit: Image: Getty)
jennifer-aniston
2013: A shorter silhouette for the European premiere of ‘We’re The Millers’. (Credit: Image: Getty)
jennifer-aniston
2013: Jen was a vision in red at the Oscars. (Credit: Image: Getty)
jennifer-aniston
2012: This monochrome look was effortless glamour personified. (Credit: Image: Getty)
jennifer-aniston
2010: We’re obsessed with this peach gown for the premier of ‘The Bounty Hunter’. (Credit: Image: Getty)
jennifer-aniston
Jen wore a blazer and mini dress to the UK premier of ‘The Bounty Hunter’. (Credit: Image: Getty)
jennifer-aniston-9
2010: This Golden Globes look will never go out of style. (Credit: Image: Getty)

2000s

jennifer-aniston-best-outfits-style-file
2009: Jennifer Aniston attends the Women In Film 2009 Crystal And Lucy Awards in a reflective gold mini dress and strappy heels. (Credit: Image: Getty)
jennifer-aniston-outfits
2009: Aniston attends the “Marley & Me” London Premiere in a blue corseted maxi dress. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2007: Jennifer Aniston at the The 33rd Annual People’s Choice Awards in a nude sequined gown with organic lines sewn into it. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2004: Aniston opts for a floral motif nude dress at The 56th Annual Primetime Emmy Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2004: This all black buckle-neckline maxi dress was a daring and fun choice for 61st Annual Golden Globe Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2003: Aniston rocks a low neckline and layered necklaces for the The 29th Annual People’s Choice Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2002: This nude v-check dress and neck scarf is an iconic look from Aniston, worn at The 54th Annual Primetime Emmy Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2002: Aniston rocks a skin-baring suit for the The 59th Annual Golden Globe Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2001: Aniston cuts a casual figure at the “Rock Star” Los Angeles Premiere. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2001: Aniston wore a silky slip-style dress to the 27th Annual People’s Choice Awards, with ruching in the bodice. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2000: A rare departure from her neutral colour palette for the 52nd Annual Primetime Emmy Awards. (Credit: Image: Getty)
jennifer-aniston-best-outfits
2000: Probably one of Aniston’s most famous looks of all time at The 26th Annual People’s Choice Awards. (Credit: Image: Getty)

1990s

Jen Aniston
1999: Jen embraces a bohemian look at the 1999 Emmy Awards. (Credit: Image: Getty)
Jen 1999
1999: Jen wears low rise red trousers while shopping with Brad Pitt. (Credit: Image: Getty)
Jen 1997
1997: Jen models another LBD to a ‘Cosmopolitan’ Party. (Credit: Image: Getty)
Jennifer Aniston 1995
1995: Jen wears a classic little black dress to the Seventh on Sale Gala opening. (Credit: Image: Getty)
Jennifer Aniston
1990: Jen wears a casual shirt and jeans to the NBC All Stars party. (Credit: Image: Getty)

Related stories